3-FLUORO-2-(TRIFLUOROMETHYL)PHENYLBORONIC ACID

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6S)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 95), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (3-fluoro-2-(trifluoromethyl)phenyl)boronic acid gave 336. 1H NMR (400 MHz, DMSO-d6) δ 9.13 (s, 1H), 7.85-7.77 (m, 1H), 7.72 (s, 1H), 7.66-7.57 (m, 1H), 7.54 (d, J=7.8 Hz, 1H), 7.44 (s, 2H), 4.81-4.73 (m, 1H), 4.63-4.44 (m, 1H), 4.22-4.10 (m, 1H), 4.08-3.91 (m, 1H), 3.76 (s, 3H), 2.10-2.00 (m, 1H), 1.90-1.73 (m, 3H). LCMS (ES+) m/z 517 (M+1).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6R)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 88), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (3-fluoro-2-(trifluoromethyl)phenyl)boronic acid gave 267. 1H NMR (400 MHz, DMSO-d6) δ 9.25 (s, 1H), 7.87-7.76 (m, 2H), 7.66-7.50 (m, 2H), 7.44 (s, 2H), 4.90 (dd, J=7.6, 3.8 Hz, 1H), 4.82-4.50 (m, 1H), 3.95-3.75 (m, 2H), 3.70 (s, 3H), 3.13 (dd, J=21.1, 8.4 Hz, 1H), 2.22-2.11 (m, 1H), 1.79-1.51 (m, 5H). LCMS (ES+) m/z 517 (M+1).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6R)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 88), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (3-fluoro-2-(trifluoromethyl)phenyl)boronic acid gave 267. 1H NMR (400 MHz, DMSO-d6) δ 9.25 (s, 1H), 7.87-7.76 (m, 2H), 7.66-7.50 (m, 2H), 7.44 (s, 2H), 4.90 (dd, J=7.6, 3.8 Hz, 1H), 4.82-4.50 (m, 1H), 3.95-3.75 (m, 2H), 3.70 (s, 3H), 3.13 (dd, J=21.1, 8.4 Hz, 1H), 2.22-2.11 (m, 1H), 1.79-1.51 (m, 5H). LCMS (ES+) m/z 517 (M+1).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6S)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 95), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (3-fluoro-2-(trifluoromethyl)phenyl)boronic acid gave 336. 1H NMR (400 MHz, DMSO-d6) δ 9.13 (s, 1H), 7.85-7.77 (m, 1H), 7.72 (s, 1H), 7.66-7.57 (m, 1H), 7.54 (d, J=7.8 Hz, 1H), 7.44 (s, 2H), 4.81-4.73 (m, 1H), 4.63-4.44 (m, 1H), 4.22-4.10 (m, 1H), 4.08-3.91 (m, 1H), 3.76 (s, 3H), 2.10-2.00 (m, 1H), 1.90-1.73 (m, 3H). LCMS (ES+) m/z 517 (M+1).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Following the procedure for Example 101 starting from tert-butyl N-[2-bromo-4-[[5-[(2S,5R,6R)-5-(tert-butoxycarbonylamino)-6-fluoro-oxepan-2-yl]-1-methyl-pyrazol-4-yl]carbamoyl]thiazol-5-yl]carbamate (Intermediate 88), and replacing 3,6-dihydro-2H-pyran-4-boronic acid pinacol ester with (3-fluoro-2-(trifluoromethyl)phenyl)boronic acid gave 267. 1H NMR (400 MHz, DMSO-d6) δ 9.25 (s, 1H), 7.87-7.76 (m, 2H), 7.66-7.50 (m, 2H), 7.44 (s, 2H), 4.90 (dd, J=7.6, 3.8 Hz, 1H), 4.82-4.50 (m, 1H), 3.95-3.75 (m, 2H), 3.70 (s, 3H), 3.13 (dd, J=21.1, 8.4 Hz, 1H), 2.22-2.11 (m, 1H), 1.79-1.51 (m, 5H). LCMS (ES+) m/z 517 (M+1).